1-Bromopropane → Ethyl 2-acetylamino-2-cyanopentanoate

HRID 8619

반응식

HRID 8619 반응식
[Na].[C:2]([NH:5][CH:6]([C:12]#[N:13])[C:7]([O:9][CH2:10][CH3:11])=[O:8])(=[O:4])[CH3:3].Br[CH2:15][CH2:16][CH3:17]>C(O)C>[C:2]([NH:5][C:6]([C:12]#[N:13])([CH2:15][CH2:16][CH3:17])[C:7]([O:9][CH2:10][CH3:11])=[O:8])(=[O:4])[CH3:3]

참가 물질

5

반응물 3

HCID 78401-Bromopropane2회HCID 95422Ethyl acetamidocyanoacetateHCID 5360545Sodium

생성물 1

HCID 11593708Ethyl 2-acetylamino-2-cyanopentanoate

시약·촉매·용매 1

HCID 702Ethanol용매3회

반응 조건

온도
0 °C

실험 절차

1.35 g of sodium (58.8 mmol) are dissolved in 200 ml of ethanol and the resulting solution is cooled down to 0° C. 10 g (58.8 mmol) of ethyl acetamidocyanoacetate are added. After a clear solution has formed, a solution of 7.23 g (58.8 mmol) of bromopropane in 10 ml of ethanol is added dropwise and the reaction mixture is stirred at room temperature for 2 hours. A solution of 7.23 g (58.8 mmol) of bromopropane in 10 ml of ethanol is added once again and the reaction mixture is heated under reflux for 16 hours. The solvent is removed in vacuo and the residue is taken up in dichloromethane; the solution is washed with water and dried over magnesium sulfate. The solvent is removed in vacuo and the residue is stirred up with petroleum ether. After filtering off with suction, 7.5 g (60%) of ethyl 2-acetylamino-2-cyanopentanoate are obtained.

후처리

  1. customAfter a clear solution has formed
  2. temperaturethe reaction mixture is heated
  3. temperatureunder reflux for 16 hours
  4. customThe solvent is removed in vacuo
  5. washthe solution is washed with water
  6. dry with materialdried over magnesium sulfate
  7. customThe solvent is removed in vacuo
  8. stirringthe residue is stirred up with petroleum ether
  9. filtrationAfter filtering off with suction, 7.5 g (60%) of ethyl 2-acetylamino-2-cyanopentanoate
  10. customare obtained

출처 및 근거

ORD 기록
ord-62e21300892c4773a62144aa95cd1bda
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07091203B2

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